Are you ready to launch your running to the next level in 2026? Join us for the first ever Sidewinder in Montour Woods Conservation Area, with proceeds benefiting the Hollow Oak Land Trust*. Choose your distance: Half Marathon, 20 Mile, or the full 50K and expect a well-marked route, solid aid, and a welcoming first-year vibe.
About the Course:
Typical Western PA trail conditions: twisty dirt singletrack with plenty of roots, windy switchbacks, and rocky sections that keep you on your toes. The course will consist of three parts: Liftoff, Orbit, and Final Approach.
Liftoff
Starting at Clearview Shelter in Moon Park, Liftoff is a 1.25 mile segment that will connect you from Moon Park to Montour Woods. Expect a nice flowy, downhill section connecting to a wooden boardwalk to start your race and ensure that all systems are go.
Orbit
Time to start into Orbit, consisting of a 9 mile loop around the Montour Woods Conservation Area. Orbit will take you through all the must-see sites in Montour Woods. You’ll cruise through the reclaimed concrete and eerie open clearing of the old Nike missile site, pop out under the powerline cut for a totally different feel, wind up and down and around the mountain, settle into a scenic stretch beside Meeks Run, where you’ll catch a waterfall spilling over rock ledges and a cave feature that feels like a hidden trail secret, and pass an old oil well tucked along the trail. Aid stations will be available approximately every 3-4 miles along the loop. One Orbit loop for the half marathon, two for the 20 milers, and three for those completing the 50K.
Final Approach
50K and Half Marathon: As the end of your journey draws near, you will climb into your Final Approach, a 2.87 mile, mostly double track loop around Moon Park. The loop gives you that perfect ending, knowing your journey is coming to a close and you're about to achieve your goal.
20 Mile: As the end of your journey draws near, you will climb back to the finish line, the same 1.25 segment as Liftoff but in reverse. An uphill push to the end, you'll be digging deep to finish strong and achieve your goal.
Vertical Gain per Distance:
50K: ~4500 ft
20 Mile: ~3200 ft
Half Marathon: ~1900 ft
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*Hollow Oak Land Trust partners with municipalities—including Moon and Robinson Townships, Coraopolis Borough, and the Avonworth Municipal Authority—to create interconnected greenways that link parks, conservation areas, and communities. These greenways serve as both wildlife corridors and trail connectors, expanding access to nature while protecting habitat and improving environmental resilience.
Sep 05, 2026
Distance — 20 Miles
Type — Running
08:00
$50.00
Sep 05, 2026
Distance — 50K
Type — Running
08:00
$60.00
Sep 05, 2026
Distance — 13.1 Miles
Type — Running
08:00
$40.00
Sep 05, 2026
Distance — 20 Miles
Type — Running
61 days remaining
$50.00
Sep 05, 2026
Distance — 50K
Type — Running
61 days remaining
$60.00
Sep 05, 2026
Distance — 13.1 Miles
Type — Running
61 days remaining
$40.00
These values represent the 3-year monthly averages for September in Coraopolis.
Learn more about the host city, Coraopolis.
Coraopolis is a town on the southern bank of the Ohio River approximately 10 miles west of Pittsburgh.
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